Holiday houses in Greenwood

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Top-rated holiday rentals in Greenwood

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Guest favourite

Home in Crousetown

4.98 out of 5 average rating, 501 reviews

Cozy Riverside Cottage Indoor & Outdoor Fireplace

River music awaits you. Escape the hustle and bustle of city life to embrace tranquility of nature nestled in a tiny home on 2 acres overlooking a set of rapids. Stroll along the paths and unwind or cozy up by the fire with a good book. All this awaits you at Herons Rest. This is not just a home; it's a lifestyle! If you feel like venturing out, enjoy the beauty and fun offered by the South Shore, explore its abundant beaches, restaurants, shopping and music there is something for everyone!

Guest favourite

Cabin in LaHave

4.96 out of 5 average rating, 273 reviews

Shackup A-frame— Private Hot Tub & Big Ocean Views

Escape in this vintage inspired 1960’s A-frame near the beach. Facing out to the sea this place offers up some spectacular glamorous vibes. Sip cocktails in front of the iconic fireplace, serve up your dinner on the vintage tableware, soak away the day in the private cedar hot tub, groove to the curated record collection, tuck yourself into the feather bed and dream of morning coffee on the roof top deck. This is an alluring getaway you won’t soon forget. Come fall in love with the love triangle

Guest favourite

Home in Kingston

4.95 out of 5 average rating, 40 reviews

The Dog Pound

Visiting the Annapolis Valley? We have the perfect spot for you to rest after a day of exploring! We are centrally located with access to everything the valley has to offer. From the many local craft breweries, farms, wineries, gorgeous hiking trails, to CFB Greenwood’s Air Force Museum, there is SO much to experience! The Dog Pound is a 3 bedroom + den private home. Minimally designed to make you feel at ease at the end of your day. Onsite at Roofhound Brewing for a bonus dining experience!

Guest favourite

Guest suite in Middleton

4.97 out of 5 average rating, 123 reviews

Cozy 3 Bedroom Annapolis Valley Hideaway

Experience comfort and relaxation in our spacious three-bedroom suite, nestled in the heart of the Annapolis Valley. Located in a quiet rural area, our renovated century farmhouse offers a peaceful retreat for your stay, and is an ideal base for exploring the beauty of Nova Scotia. Located within 5 minutes of Middleton, and within 20 minutes of Greenwood, Margaretsville, Cottage Cove, Lawrencetown, and Bridgetown. Annapolis Royal, Digby, Kejimkujik, Kentville, and Wolfville are within an hour.

Guest favourite

Guesthouse in Aylesford

4.96 out of 5 average rating, 96 reviews

Mid Valley Suite

This new 2 bedroom guesthouse, centrally located in the beautiful Annapolis Valley, is 5 minutes from the famous Oaklawn Farm Zoo; Berwick, Apple Capital of NS, is 8 minutes from us; Greenwood Air Force Base is 15 minutes away. Explore the Valley from end to end -- Wolfville, home of Acadia University and vineyards is a half hour away, while at the other end of the Valley is Annapolis Royal, the first European settlement in North America. Peggy's Cove, Lunenburg, Digby are all an easy drive.

Guest favourite

Home in Digby

5.0 out of 5 average rating, 129 reviews

The Beach House

No cleaning fees. The Beach House is about 15 minutes from of Digby & Digby Pines Golf Course. It is the perfect base for your whale watching trip. Explore Annapolis Royal, Kejimkujik, Bear River & Digby Neck, but make sure you leave time to relax on the deck & watch the fishing boats, maybe even whales & dolphin. Comb our rocky, cobblestone shoreline for sea glass or a special rock. Swim our cold, clear water if you dare! Digby is a fishing port so there is always lots to see there too.

Guest favourite

Cottage in Morden

4.97 out of 5 average rating, 155 reviews

Cozy Cottage in Quaint Village with Coastal Views

Steps from the Bay, tucked down a private lane in the quaint village of Morden, this cozy 1 bed cottage is the perfect coastal retreat. Newly renovated, it has everything you'll need for your stay. Sit by the wood burning stove and enjoy views of the nearby cliffs, or sunset views of the Bay from the dining area. Small but full kitchen, and a brand new four piece bath, including a soaker tub and outdoor shower off the bedroom. Private yard with outdoor seating to enjoy views. @grovecottage_ns

Guest favourite

Home in Aylesford

4.98 out of 5 average rating, 162 reviews

The Gatehouse at Maple Brook

For business or pleasure, enjoy your stay in our spacious, bright one bedroom gatehouse. With all the conveniences of home, the central location allows you to explore the richness of the Annapolis Valley. The property is surrounded by mature trees and developing landscaping. Fully equipped for short or long stays with washer/dryer, dishwasher, queen bed, full living and dining areas. Kitchen has Keurig, microwave and full stove and fridge. On Highway 1 and close to exit for Highway 101.

Superhost

Home in Kingston

5.0 out of 5 average rating, 4 reviews

Home Away From Home in Kingston, NS

Welcome to Kingston, Nova Scotia! This charming residence comfortably sleeps six. Conveniently located near the military base, hockey rink, schools, and groceries, this spot is a perfect hub for various activities. The proximity to a craft brewery and cafe adds to the local charm. Easily accessible right off the highway, it’s a breeze to reach your destinations. For added convenience, laundry facilities are available, ensuring a seamless and enjoyable stay for you and your guests.

Guest favourite

Loft in North Alton

4.98 out of 5 average rating, 142 reviews

Valley Gem Loft

*Winter rates in affect January-April.*No added cleaning fees.The 2nd floor Loft is located minutes off of exit 13/ highway 101 it is a short drive to all amenities.We offer weekly and monthly discounts.Close to Kentville, Coldbrook & New Minas. Short drive to Acadia/Wolville. 5 minutes to the hospital. Great for couples or those travelling with a small child. We have everything you need for a great stay long or short.Back up generator.Beautiful golf course and valley views.

Guest favourite

Home in Wilmot

4.9 out of 5 average rating, 106 reviews

Elegant home away from home in a country setting.

Kick back and relax in this calm and stylish space. This 500 sq ft 1- bedroom bungalow is situated in Wilmot, NS a small community in the middle of the Annapolis Valley. The 1-acre lot & the surrounding area feature privacy with lots of greens and forest to enjoy your walks or just sit back on the big patio and relax. The renovated home offers elegant furnishing and high-end accessories & equipment. Only minutes to all amenities, highway & the famous "Bay of Fundy".

Guest favourite

Barn in Smiths Cove

4.99 out of 5 average rating, 334 reviews

The Barn at Lazy Bear Brewing

Stay at Lazy Bear Brewing. We have a unique retreat waiting for you above our brewery. A one-bedroom, newly renovated apartment with a private deck to enjoy the sunset over the Digby Gut. You may even enjoy it with our Gut View Amber Ale! We're located in the quiet village of Smith's Cove, a short walk to a sandy beach, and five minutes to shopping, entertainment and restaurants in Digby. Complimentary growler of beer upon arrival (must be 19)